Morpholine → 5-Chloro-1H-indole-2-carboxylic acid (2-morpholin-4-yl-2-oxo-ethyl)-amide

HRID 651101Notes

Reaction equation

HRID 651101 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Cl:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12]([C:17]([NH:19][CH2:20][C:21](O)=[O:22])=[O:18])=[CH:11]2>CCOCC>[N:1]1([C:21](=[O:22])[CH2:20][NH:19][C:17]([C:12]2[NH:13][C:14]3[C:10]([CH:11]=2)=[CH:9][C:8]([Cl:7])=[CH:16][CH:15]=3)=[O:18])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 11436686N-[(5-chloro-1H-indol-2-yl)carbonyl]glycine

Product 1

HCID 536328295-Chloro-1H-indole-2-carboxylic acid (2-morpholin-4-yl-2-oxo-ethyl)-amide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Morpholine (1.0 mmol) and [(5-chloro-1H-indole-2-carbonyl)-amino]-acetic acid (1.0 mmol) were coupled according to Procedure A. The resulting solid was suspended in ether, filtered and dried to give a beige solid: Yield, 264 mg, 71%; HPLC (60/40) 3.28 minutes (100%); TSPMS 322/324 (MH+, 100%);

Workup

  1. filtrationfiltered
  2. customdried
  3. customto give a beige solid
  4. customYield

Sources & evidence

ORD record
ord-f68933563deb4807a80e2dab46129893
Source dataset
uspto-grants-2001_08
Patent number
US06277877B1

Reaction notes

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